CA1143583A - Herbicidal agents based on diphenyl ethers and benzothiadiazinone dioxides or pyridinothiadiazinone dioxides, and the use thereof - Google Patents

Herbicidal agents based on diphenyl ethers and benzothiadiazinone dioxides or pyridinothiadiazinone dioxides, and the use thereof

Info

Publication number: CA1143583A
Authority: CA; Canada
Prior art keywords: methyl; dioxide; formula; salts; chloro
Prior art date: 1979-10-08
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired

Application number

CA000361364A

Other languages

English (en)

French (fr)

Inventor

Bruno Wuerzer

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

BASF SE

Original Assignee

BASF SE

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1979-10-08

Filing date

1980-09-30

Publication date

1983-03-29

1980-09-30 Application filed by BASF SE filed Critical BASF SE

1983-03-29 Application granted granted Critical

1983-03-29 Publication of CA1143583A publication Critical patent/CA1143583A/en

Status Expired legal-status Critical Current

Links

USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical class C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 title claims abstract description 24
239000004009 herbicide Substances 0.000 title claims abstract description 15
VSTSJPKCXWSRHT-UHFFFAOYSA-N 2h-pyrido[2,3-e]thiadiazine 1-oxide Chemical compound C1=CC=C2S(=O)NN=CC2=N1 VSTSJPKCXWSRHT-UHFFFAOYSA-N 0.000 title description 5
REEXLQXWNOSJKO-UHFFFAOYSA-N 2h-1$l^{4},2,3-benzothiadiazine 1-oxide Chemical compound C1=CC=C2S(=O)NN=CC2=C1 REEXLQXWNOSJKO-UHFFFAOYSA-N 0.000 title description 4
125000004432 carbon atom Chemical group C* 0.000 claims abstract description 15
125000000217 alkyl group Chemical group 0.000 claims abstract description 12
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 12
239000001257 hydrogen Substances 0.000 claims abstract description 12
125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 12
150000001768 cations Chemical class 0.000 claims abstract description 7
125000004183 alkoxy alkyl group Chemical group 0.000 claims abstract description 3
125000004093 cyano group Chemical group *C#N 0.000 claims abstract description 3
125000001188 haloalkyl group Chemical group 0.000 claims abstract description 3
229910052736 halogen Inorganic materials 0.000 claims abstract description 3
150000002367 halogens Chemical class 0.000 claims abstract description 3
MQZXGMYANOJYIY-UHFFFAOYSA-N 2,2-dioxo-1h-2$l^{6},1,3-benzothiadiazin-4-one Chemical compound C1=CC=C2C(=O)NS(=O)(=O)NC2=C1 MQZXGMYANOJYIY-UHFFFAOYSA-N 0.000 claims abstract 5
150000003839 salts Chemical class 0.000 claims description 61
235000013350 formula milk Nutrition 0.000 claims description 31
238000000034 method Methods 0.000 claims description 5
ZOMSMJKLGFBRBS-UHFFFAOYSA-N bentazone Chemical compound C1=CC=C2NS(=O)(=O)N(C(C)C)C(=O)C2=C1 ZOMSMJKLGFBRBS-UHFFFAOYSA-N 0.000 claims description 4
JFWGBZRBASVZRM-UHFFFAOYSA-N 2,2-dioxo-3-propan-2-yl-1h-pyrido[2,3-c][1,2,6]thiadiazin-4-one Chemical compound C1=CN=C2NS(=O)(=O)N(C(C)C)C(=O)C2=C1 JFWGBZRBASVZRM-UHFFFAOYSA-N 0.000 claims description 2
GYIZUUZEYYLCOB-UHFFFAOYSA-N 2,2-dioxo-1h-pyrido[2,3-c][1,2,6]thiadiazin-4-one Chemical class C1=CC=C2C(=O)NS(=O)(=O)NC2=N1 GYIZUUZEYYLCOB-UHFFFAOYSA-N 0.000 claims 2
239000000203 mixture Substances 0.000 abstract description 19
150000002148 esters Chemical class 0.000 description 24
-1 DIPHENYL ETHERS Chemical class 0.000 description 18
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150000001408 amides Chemical class 0.000 description 14
239000003795 chemical substances by application Substances 0.000 description 13
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 13
239000002253 acid Substances 0.000 description 12
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VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
150000002170 ethers Chemical class 0.000 description 5
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 5
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
159000000000 sodium salts Chemical class 0.000 description 5
UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 4
229910052783 alkali metal Inorganic materials 0.000 description 4
150000001875 compounds Chemical class 0.000 description 4
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LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
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YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
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MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
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150000002191 fatty alcohols Chemical class 0.000 description 2
ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 2
229910052500 inorganic mineral Inorganic materials 0.000 description 2
ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 2
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125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
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GDWADZHNEJCBKQ-UHFFFAOYSA-N (2-methylcyclohexyl)urea Chemical compound CC1CCCCC1NC(N)=O GDWADZHNEJCBKQ-UHFFFAOYSA-N 0.000 description 1
229940057054 1,3-dimethylurea Drugs 0.000 description 1
CMCBDXRRFKYBDG-UHFFFAOYSA-N 1-dodecoxydodecane Chemical compound CCCCCCCCCCCCOCCCCCCCCCCCC CMCBDXRRFKYBDG-UHFFFAOYSA-N 0.000 description 1
GUBICMUXUCEZRD-UHFFFAOYSA-N 1-methoxy-1-methyl-3-(4-phenylmethoxyphenyl)urea Chemical compound C1=CC(NC(=O)N(C)OC)=CC=C1OCC1=CC=CC=C1 GUBICMUXUCEZRD-UHFFFAOYSA-N 0.000 description 1
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XZIDTOHMJBOSOX-UHFFFAOYSA-N 2,3,6-TBA Chemical compound OC(=O)C1=C(Cl)C=CC(Cl)=C1Cl XZIDTOHMJBOSOX-UHFFFAOYSA-N 0.000 description 1
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230000003032 phytopathogenic effect Effects 0.000 description 1
239000002798 polar solvent Substances 0.000 description 1
229920000570 polyether Polymers 0.000 description 1
159000000001 potassium salts Chemical class 0.000 description 1
239000000047 product Substances 0.000 description 1
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
239000011814 protection agent Substances 0.000 description 1
BACHBFVBHLGWSL-JTQLQIEISA-N rac-diclofop methyl Natural products C1=CC(O[C@@H](C)C(=O)OC)=CC=C1OC1=CC=C(Cl)C=C1Cl BACHBFVBHLGWSL-JTQLQIEISA-N 0.000 description 1
RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
235000012239 silicon dioxide Nutrition 0.000 description 1
HKAMKLBXTLTVCN-UHFFFAOYSA-N simeton Chemical compound CCNC1=NC(NCC)=NC(OC)=N1 HKAMKLBXTLTVCN-UHFFFAOYSA-N 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000011734 sodium Substances 0.000 description 1
HCJLVWUMMKIQIM-UHFFFAOYSA-M sodium;2,3,4,5,6-pentachlorophenolate Chemical compound [Na+].[O-]C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl HCJLVWUMMKIQIM-UHFFFAOYSA-M 0.000 description 1
241000894007 species Species 0.000 description 1
238000001228 spectrum Methods 0.000 description 1
239000001384 succinic acid Substances 0.000 description 1
BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
230000002195 synergetic effect Effects 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 1
229940055764 triaz Drugs 0.000 description 1
150000003918 triazines Chemical class 0.000 description 1
239000002699 waste material Substances 0.000 description 1
238000009736 wetting Methods 0.000 description 1
239000002023 wood Substances 0.000 description 1

Classifications

- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/88—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms six-membered rings with three ring hetero atoms
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system

Landscapes

Life Sciences & Earth Sciences (AREA)
Agronomy & Crop Science (AREA)
Pest Control & Pesticides (AREA)
Plant Pathology (AREA)
Health & Medical Sciences (AREA)
Engineering & Computer Science (AREA)
Dentistry (AREA)
General Health & Medical Sciences (AREA)
Wood Science & Technology (AREA)
Zoology (AREA)
Environmental Sciences (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)

CA000361364A 1979-10-08 1980-09-30 Herbicidal agents based on diphenyl ethers and benzothiadiazinone dioxides or pyridinothiadiazinone dioxides, and the use thereof Expired CA1143583A (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
DE19792940698 DE2940698A1 (de)	1979-10-08	1979-10-08	Herbizide mittel auf der basis von diphenylaethern und benzothiadiazinondioxiden bzw. pyridinothiadiazinodioxiden
DEP2940698.2		1979-10-08

Publications (1)

Publication Number	Publication Date
CA1143583A true CA1143583A (en)	1983-03-29

Family

ID=6082945

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000361364A Expired CA1143583A (en)	1979-10-08	1980-09-30	Herbicidal agents based on diphenyl ethers and benzothiadiazinone dioxides or pyridinothiadiazinone dioxides, and the use thereof

Country Status (15)

Country	Link
US (1)	US4473392A (da)
EP (1)	EP0027915B1 (da)
JP (1)	JPS5661303A (da)
AR (1)	AR226706A1 (da)
AT (1)	ATE3358T1 (da)
BR (1)	BR8006275A (da)
CA (1)	CA1143583A (da)
DD (1)	DD153316A5 (da)
DE (2)	DE2940698A1 (da)
DK (1)	DK422680A (da)
ES (1)	ES495699A0 (da)
HU (1)	HU185907B (da)
IL (1)	IL61164A0 (da)
NZ (1)	NZ195179A (da)
PL (1)	PL120239B2 (da)

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS5221320A (en) *	1975-08-08	1977-02-17	Mitsui Toatsu Chem Inc	Weedkiller

1979
- 1979-10-08 DE DE19792940698 patent/DE2940698A1/de not_active Withdrawn
1980
- 1980-09-29 IL IL61164A patent/IL61164A0/xx unknown
- 1980-09-30 BR BR8006275A patent/BR8006275A/pt unknown
- 1980-09-30 AR AR282717A patent/AR226706A1/es active
- 1980-09-30 CA CA000361364A patent/CA1143583A/en not_active Expired
- 1980-10-01 EP EP80105933A patent/EP0027915B1/de not_active Expired
- 1980-10-01 DE DE8080105933T patent/DE3063352D1/de not_active Expired
- 1980-10-01 AT AT80105933T patent/ATE3358T1/de not_active IP Right Cessation
- 1980-10-06 PL PL1980227127A patent/PL120239B2/xx unknown
- 1980-10-06 DD DD80224377A patent/DD153316A5/de unknown
- 1980-10-06 JP JP13885880A patent/JPS5661303A/ja active Pending
- 1980-10-06 HU HU802431A patent/HU185907B/hu not_active IP Right Cessation
- 1980-10-07 DK DK422680A patent/DK422680A/da not_active Application Discontinuation
- 1980-10-07 NZ NZ195179A patent/NZ195179A/xx unknown
- 1980-10-07 ES ES495699A patent/ES495699A0/es active Granted
1982
- 1982-04-07 US US06/366,186 patent/US4473392A/en not_active Expired - Fee Related

Also Published As

Publication number	Publication date
PL120239B2 (en)	1982-02-27
BR8006275A (pt)	1981-04-14
HU185907B (en)	1985-04-28
DK422680A (da)	1981-04-09
IL61164A0 (en)	1980-11-30
DD153316A5 (de)	1982-01-06
AR226706A1 (es)	1982-08-13
EP0027915A1 (de)	1981-05-06
DE3063352D1 (en)	1983-07-07
EP0027915B1 (de)	1983-05-18
JPS5661303A (en)	1981-05-26
US4473392A (en)	1984-09-25
ES8106829A1 (es)	1981-09-16
DE2940698A1 (de)	1981-04-30
NZ195179A (en)	1982-09-07
PL227127A2 (da)	1981-06-19
ES495699A0 (es)	1981-09-16
ATE3358T1 (de)	1983-06-15

Legal Events

Date	Code	Title	Description
2000-03-29	MKEX	Expiry

Publication	Publication Date	Title
US4321371A (en)	1982-03-23	Substituted N-benzoylanthranilic acid derivatives and their anhydro compounds
US4715889A (en)	1987-12-29	Quinoline derivatives and their use for controlling undesirable plant growth
US4422864A (en)	1983-12-27	Cyclohexanedione derivatives, their preparation and herbicides containing them
CA1157022A (en)	1983-11-15	Substituted ureas, their manufacture, their use as herbicides, and agents therefor
US4744812A (en)	1988-05-17	Substituted diphenyl ethers, herbicides containing these compounds and their use as herbicides
CA1152995A (en)	1983-08-30	Substituted pyridazones, their preparation, herbicides containing these compounds, and use of the compounds as herbicides
US4422871A (en)	1983-12-27	Aralkylphenylureas and herbicides containing these
US4523942A (en)	1985-06-18	4H-3,1-Benzoxazine derivatives, compositions and herbicidal use
CA1164879A (en)	1984-04-03	5-amino-1-phenylpyrazole-4-carboxylic acid esters, their preparation, herbicides containing these compounds and the use of these compounds as herbicides
US4363651A (en)	1982-12-14	4H-3,1-Benzoxazine derivatives and their use for controlling undesired plant growth
US4426220A (en)	1984-01-17	Diphenyl ethers, their preparation and their use as herbicides
US4343648A (en)	1982-08-10	Herbicides
CA1167466A (en)	1984-05-15	Cyclohexane-1,3-dione derivatives
US4396418A (en)	1983-08-02	N-Aryl(thio)carbamates, the manufacture thereof, and the use thereof for combating unwanted plant growth
US4459238A (en)	1984-07-10	N-Arylthiolcarbamates, herbicides containing them, and processes for combating the growth of unwanted plants with these compounds
US4316014A (en)	1982-02-16	5,6-Dihydro-1,2,4,6-thiatriazin-5-one-1,1-dioxides
US4505741A (en)	1985-03-19	Herbicides containing-3-aryl-5-methylpyrazole-4-carboxylic acid esters, their manufacture and use
CA1148164A (en)	1983-06-14	5-imino-imidazolidin-2-ones, herbicides containing them, and processes for combating unwanted plant growth with these compounds
US4340418A (en)	1982-07-20	Herbicidal agents based on N-azolylmethylacetanilides and cyclohexane-1,3-dione derivatives
US4726837A (en)	1988-02-23	Use of 4H-pyrido[2,3-d][1,3]oxazin-4-one derivatives for controlling undesirable plant growth
CA1159842A (en)	1984-01-03	Aralkylaniline derivatives, and herbicides which contain these compounds
CA1143583A (en)	1983-03-29	Herbicidal agents based on diphenyl ethers and benzothiadiazinone dioxides or pyridinothiadiazinone dioxides, and the use thereof
US4585881A (en)	1986-04-29	2,5-dihydro-5-aryliminopyrrole derivatives and their preparation
US4283547A (en)	1981-08-11	Parabanic acid derivatives
US4496391A (en)	1985-01-29	Herbicides containing 3-aryl-5-methylpyrazole-4-carboxylic acid esters, their manufacture and use